2,4-Dichlorophenethylamine → 1-{2-[2-(2,4-Dichloro-phenyl)-ethylamino]-pyrimidin-4-yl}-8-phenyl-1,2,3,4-tetrahydro-pyrido[1,2-a]pyrimidin-6-one

HRID 1785469Notes

Reaction equation

HRID 1785469 reaction equation
C(N[C:10]1[N:15]=[C:14]([N:16]2[CH2:21][CH2:20][CH2:19][N:18]3[C:22](=[O:32])[CH:23]=[C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:25]=[C:17]23)[CH:13]=[CH:12][N:11]=1)CC1C=CC=CC=1.[Cl:33][C:34]1[CH:39]=[C:38]([Cl:40])[CH:37]=[CH:36][C:35]=1[CH2:41][CH2:42][NH2:43]>>[Cl:33][C:34]1[CH:39]=[C:38]([Cl:40])[CH:37]=[CH:36][C:35]=1[CH2:41][CH2:42][NH:43][C:10]1[N:15]=[C:14]([N:16]2[CH2:21][CH2:20][CH2:19][N:18]3[C:22](=[O:32])[CH:23]=[C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:25]=[C:17]23)[CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 1429382,4-DichlorophenethylamineHCID 112123971-(2-Phenethylamino-pyrimidin-4-yl)-8-phenyl-1,2,3,4-tetrahydro-pyrido[1,2-a]pyrimidin-6-one

Product 1

HCID 111910731-{2-[2-(2,4-Dichloro-phenyl)-ethylamino]-pyrimidin-4-yl}-8-phenyl-1,2,3,4-tetrahydro-pyrido[1,2-a]pyrimidin-6-one

Procedure

Followed the same procedure in the synthesis of 1-(2-phenethylamino-pyrimidin-4-yl)-8-phenyl-1,2,3,4-tetrahydro-pyrido[1,2-a]pyrimidin-6-one, the sulfoxide (0.11 g, 0.3 mmol) was displaced with 2-(2,4-dichlorophenyl)ethylamine (0.14 mL, 0.9 mmol) to give the title compound as a yellow solid. MS m/e 492 (M+H)+.

Sources & evidence

ORD record
ord-04477d4233fe48f89bed229349edc82b
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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